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Merck

H5884

Sigma-Aldrich

22(S)-羟基胆固醇

别名:

22β-羟基胆固醇, 5-胆甾烯-3β,22(S)-二醇

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About This Item

经验公式(希尔记法):
C27H46O2
CAS号:
分子量:
402.65
MDL號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.77

化驗

≥98% (TLC)

品質等級

形狀

powder

運輸包裝

ambient

儲存溫度

room temp

SMILES 字串

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)[C@@H](O)CCC(C)C

InChI

1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25-,26-,27+/m0/s1

InChI 密鑰

RZPAXNJLEKLXNO-QUOSNDFLSA-N

應用

使用 22(S)-羟基胆固醇处理人肝癌细胞,以研究通过肝脏 X 受体介导的基因调控对胆固醇的调节。

生化/生理作用

22(S)-羟基胆固醇通过作用于肝 X 受体来调节脂质和葡萄糖的代谢。它具有减少脂肪生成和减少脂质在肝细胞、肌管和非脂肪组织中积累的潜力。

準備報告

浓度为 20 mg/ml 的 22(S)-羟基胆固醇在氯仿中生成澄清、无色的溶液。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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The nuclear liver X receptors (LXRalpha and beta) are regulators of lipid and cholesterol metabolism. Oxysterols are known LXR ligands, but the functional role of hydroxycholesterols is at present unknown. In human myotubes, chronic exposure to the LXR ligand T0901317
B A Laffitte et al.
Molecular and cellular biology, 21(22), 7558-7568 (2001-10-18)
Previous work has implicated the nuclear receptors liver X receptor alpha (LXR alpha) and LXR beta in the regulation of macrophage gene expression in response to oxidized lipids. Macrophage lipid loading leads to ligand activation of LXRs and to induction
K Hanley et al.
The Journal of investigative dermatology, 114(3), 545-553 (2000-02-26)
Ligands and activators of the nuclear hormone receptor superfamily are important in the regulation of epidermal development and differentiation. Previously, we showed that naturally occurring fatty acids, as well as synthetic ligands for the peroxisome proliferator-activated receptor, induce keratinocyte differentiation
E T Kase et al.
Diabetologia, 50(10), 2171-2180 (2007-07-31)
Liver X receptors (LXRs) play important roles in lipid and carbohydrate metabolism. The purpose of the present study was to evaluate effects of the endogenous LXR agonist 22-R-hydroxycholesterol (22-R-HC) and its stereoisomer 22-S-hydroxycholesterol (22-S-HC), in comparison with the synthetic agonist
V Papadopoulos et al.
Journal of neuroendocrinology, 24(1), 93-101 (2011-06-01)
The overall ability of the brain to synthesise neuroactive steroids led us to the identification of compounds that would reproduce aspects of neurosteroid pharmacology. The rate-determining step in neurosteroid biosynthesis is the import of the substrate cholesterol into the mitochondria

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